
149. “We have no savings but bought our kid a $500 toy for Christmas” (Part 1)
Elizabeth and Jonathan are in their mid-thirties, have been married for 13 years, and share a young daughter. They bought a starter home after getting married, but expensive renovations are still unde...
26 Mar 202452min

148. “We have 2 kids and $0 invested, but refuse to get 9-5 jobs”
Callie and Travis, 36 and 39, have two kids and live in southern Texas near the ocean. They’ve made a conscious decision to run their own small businesses without the pressure of climbing a corporate ...
19 Mar 20241h 17min

147. “I don’t trust him with money, so I check his cc accounts”
Ashley and Christopher, 30 and 28, recently got engaged and look forward to planning a wedding, having kids, etc. But Christoper has lived with credit card debt his whole life. As an accountant, he fe...
12 Mar 20241h 12min

146. “I'm jealous when I see friends' vacations on Instagram”
Erik is 44 and Andrea is 43. They’re trying to determine what to do with a bump in income. Andrea wants to save for college tuition, because that’s what her parents did. Erik’s did not, so he’d rather...
5 Mar 20241h 17min

145. “Am I a bad mom if we can’t do a $7k Disney trip?”
Kristin is 32 and David is 38. They share five kids in a blended family and David is getting close to military retirement. The problem is their spending—fueled by emotions alone, they make purchase af...
27 Feb 20241h 11min

144. “We make $245K. Why do I have to ask my wife for dinner money?”
Brad and Angie, 55 and 56, are each 10 years into a second marriage. With six adult children out of the house, they’re planning to buy an RV and tour the country in as little as two years. Carrying cr...
20 Feb 20241h 6min

143. “I maxed out my credit cards on our $45k wedding. Are we broke?”
Amy and Tori are in their late 20s. They recently got married and honeymooned in Greece, racking up tens of thousands of dollars in credit card debt. A brand new house, changing jobs, and influential ...
13 Feb 20241h 21min

142. “We have a $2.3M net worth—but we cut coupons”
Brian is 56 and Rachel is 51 and they’re both lawyers. She’s lost thousands on a financial advisor and he can’t stop paying his daughter’s rent. Brian wants to retire soon, but the thought of losing h...
6 Feb 20241h 27min




















